# ContextLeak: Exfiltrating LLM Agent Context via Malicious Tools

arXiv: https://arxiv.org/abs/2608.27800 · HTML: https://mlsanity.com/paper/2608.27800/

## Key facts

- No citing papers in the map yet (data through 14 Oct 2026).
- Placed in Agent threats, guardrails and governance, one of 16 directions in LLM agents and tool use.
- Builds on 20 of its 25 references that are in the map.
- First posted on arXiv 28 Aug 2026.

## Placed in

- LLM agents and tool use / [Agent threats, guardrails and governance](https://mlsanity.com/agents/agent-threats-guardrails-and-governance/)

## Builds on (most cited first, 20 of 20)

- [Sentence-BERT: Sentence Embeddings using Siamese BERT-Networks](https://mlsanity.com/paper/1908.10084/) (2019)
- [ReAct: Synergizing Reasoning and Acting in Language Models](https://mlsanity.com/paper/2210.03629/) (2022)
- [Reflexion: Language Agents with Verbal Reinforcement Learning](https://mlsanity.com/paper/2303.11366/) (2023)
- [A Survey on Large Language Model based Autonomous Agents](https://mlsanity.com/paper/2308.11432/) (2023)
- [Jailbreaking Black Box Large Language Models in Twenty Queries](https://mlsanity.com/paper/2310.08419/) (2023)
- [gpt-oss-120b & gpt-oss-20b Model Card](https://mlsanity.com/paper/2508.10925/) (2025)
- [Tree of Attacks: Jailbreaking Black-Box LLMs Automatically](https://mlsanity.com/paper/2312.02119/) (2023)
- [Making Monolingual Sentence Embeddings Multilingual using Knowledge Distillation](https://mlsanity.com/paper/2004.09813/) (2020)
- [ToolAlpaca: Generalized Tool Learning for Language Models with 3000 Simulated Cases](https://mlsanity.com/paper/2306.05301/) (2023)
- [Formalizing and Benchmarking Prompt Injection Attacks and Defenses](https://mlsanity.com/paper/2310.12815/) (2023)
- [SecAlign: Defending Against Prompt Injection with Preference Optimization](https://mlsanity.com/paper/2410.05451/) (2024)
- [Prompt Injection Attack to Tool Selection in LLM Agents](https://mlsanity.com/paper/2504.19793/) (2025)
- [Optimization-based Prompt Injection Attack to LLM-as-a-Judge](https://mlsanity.com/paper/2403.17710/) (2024)
- [DataSentinel: A Game-Theoretic Detection of Prompt Injection Attacks](https://mlsanity.com/paper/2504.11358/) (2025)
- [PromptArmor: Simple yet Effective Prompt Injection Defenses](https://mlsanity.com/paper/2507.15219/) (2025)
- [PromptLocate: Localizing Prompt Injection Attacks](https://mlsanity.com/paper/2510.12252/) (2025)
- [ToolTweak: An Attack on Tool Selection in LLM-based Agents](https://mlsanity.com/paper/2510.02554/) (2025)
- [Attractive Metadata Attack: Inducing LLM Agents to Invoke Malicious Tools](https://mlsanity.com/paper/2508.02110/) (2025)
- [MalTool: Malicious Tool Attacks on LLM Agents](https://mlsanity.com/paper/2602.12194/) (2026)
- [ObliInjection: Order-Oblivious Prompt Injection Attack to LLM Agents with Multi-source Data](https://mlsanity.com/paper/2512.09321/) (2025)

## Abstract (arXiv)

Exfiltrating an LLM agent's runtime context -- such as the user prompt, execution trajectory, and tool list -- poses severe security and privacy risks to users. Such attacks can be carried out via malicious tools and typically require three conditions: (1) the agent selects the malicious tool for task execution, (2) the agent passes its runtime context as input arguments to the tool, and (3) the tool's implementation transmits these inputs to an attacker-controlled endpoint. Existing work primarily focuses on conditions (1) and (3), leaving condition (2) largely unexplored, despite its critical role in enabling successful context exfiltration. In this work, we bridge this gap by developing ContextLeak, a malicious tool attack that induces the agent to both select the tool and disclose its context as input arguments. We realize this attack by carefully crafting the tool's name and description using reinforcement learning. Specifically, ContextLeak employs an LLM, referred to as the attack LLM, to automatically generate the malicious tool's name and description. To improve attack effectiveness, we fine-tune the attack LLM via reinforcement learning on a set of shadow users with diverse, simulated agent contexts. Our key technical contribution is the design of novel reward functions tailored to the context exfiltration objective, enabling effective reinforcement-learning-based fine-tuning of the attack LLM. Extensive evaluation demonstrates that our attack remains highly effective even when the shadow users' contexts differ substantially from those of the victim users. Moreover, ContextLeak significantly outperforms existing malicious tool attacks when adapted to this setting.